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Question 48

Which of the following reaction DOES NOT involve Hoffmann Bromamide degradation?

Hoffmann Bromamide degradation converts a primary amide into a primary amine with one less carbon atom using:

$$Br_2/NaOH$$

Option A involves direct conversion of an amide into an amine using Hoffmann degradation.

Option B first forms benzamide by hydrolysis of benzonitrile and then converts it into aniline using Hoffmann degradation.

Option D first forms benzamide from benzoyl chloride and then converts it into aniline using Hoffmann degradation.

In Option C, the first step is the haloform reaction of a methyl ketone with:

$$Br_2/NaOH$$

The resulting acid is converted into an amide and finally reduced using:

$$LiAlH_4$$

Reduction with $$LiAlH_4$$ converts the amide into an amine without loss of carbon and does not involve Hoffmann Bromamide degradation.

Therefore, Option C does not involve Hoffmann Bromamide degradation.

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